LESSON 30 · ASK BETTER QUESTIONS, SELL MORE

Write Your Top Five Questions

Twenty practical ways to write your top five questions, so every discovery call has a clear, confident spine.

Five good questions beat fifty random ones. Prepare the spine; let conversation flow.

10 tipsEasy things to say7-day plan

10 tips that really help

These ideas come from SPIN Selling (Neil Rackham), Gap Selling (Keenan), The Sandler Rules (David Mattson), and everyday practice. The first six help the most. Pick one and try it today.

Photo for the tip: Five good questions beat fifty
TIP 1

Five good questions beat fifty

A short list keeps focus and flow.

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Choose carefully.
Photo for the tip: Choose by purpose
TIP 2

Choose by purpose

Select questions that reveal need, budget, authority and timing.

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Match goals.
Photo for the tip: Order them logically
TIP 3

Order them logically

Start easy and move deeper.

TRY THIS
Plan the flow.
Photo for the tip: Include one emotional question
TIP 4

Include one emotional question

Add a question about feelings or hopes.

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Pick one.
Photo for the tip: Include one future question
TIP 5

Include one future question

Ask where they want to be.

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Frame the vision.
Photo for the tip: Keep them visible
TIP 6

Keep them visible

Place the list near you during calls.

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Use a card.
Photo for the tip: Be ready to skip
TIP 7

Be ready to skip

Follow the conversation, not only the list.

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Stay flexible.
Photo for the tip: Why five
TIP 8

Why five

Few enough to remember, enough to guide.

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Write five today.
Photo for the tip: Start with the goal
TIP 9

Start with the goal

What they want.

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Ask.
Photo for the tip: Then the impact
TIP 10

Then the impact

What it costs.

TRY THIS
Ask.

Easy things to say

When you are stuck, pick one of these. They work in many sales conversations.

Q1

“What are you hoping to achieve?”

Q2

“What is getting in the way?”

Q3

“What would solving it mean?”

Q4

“Who else is involved?”

Q5

“What is your timeline?”

CHECK

“Anything I should have asked?”

Your first week

One small action a day. Each day is only a little bigger than the last.

DAY 1
Write five questions
DAY 2
Order them
DAY 3
Practise aloud
DAY 4
Use them on a call
DAY 5
Note which worked
DAY 6
Edit the list
DAY 7
Share with a colleague

Further reading

  • SPIN Selling (Neil Rackham)
  • Gap Selling (Keenan)
  • The Sandler Rules (David Mattson)

The tips above are written in our own words and are general guidance. The books are suggestions for further reading.

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These lessons share general learning and everyday ideas. They are not medical or mental health advice. If you feel very anxious, low or unwell, please talk to a doctor or a qualified professional.

More lessons in “Ask Better Questions, Sell More”

Keep going. Small steps every day make a big change.

← Previous: Research Before You AskNext: Set the Agenda Together →

  1. Stop Pitching, Start Asking
  2. The 70/30 Rule: Listen More
  3. Curiosity Is a Sales Skill
  4. Questions Show You Care
  5. Make Customers Talk About Their World
  6. Pitch Only After You Understand
  7. Questions Are Not Interrogations
  8. Situation Questions Without Boring People
  9. Problem Questions That Find the Pain
  10. Implication Questions That Show the Cost
  11. Need-Payoff Questions That Spark Desire
  12. Build a SPIN Question Bank
  13. Use SPIN on a Small Sale
  14. Common SPIN Mistakes
  15. Ask "Why Is That Important?"
  16. The Power of "Tell Me More"
  17. Find the Hidden Problem Behind the Problem
  18. Ask About the Cost of Doing Nothing
  19. Ask About Feelings, Not Just Facts
  20. Turn One Answer Into Three Questions
  21. The Pause That Gets the Truth
  22. Who Decides and Who Influences?
  23. How Do They Buy Today?
  24. What Does Success Look Like to Them?
  25. Find Their Budget Without Awkwardness
  26. Discover Their Deadline
  27. Ask About Past Experiences With Sellers
  28. Find Out What They Tried Before
  29. Research Before You Ask
  30. Write Your Top Five Questions
  31. Set the Agenda Together
  32. Take Notes Without Losing Eye Contact
  33. Summarise What You Heard
  34. End With a Clear Next Step
  35. Great Questions for Phone Calls
  36. Questions to Use in Email
  37. Questions for a Group Meeting
  38. Questions for Small Customers
  39. Questions for Big Customers
  40. Questions That Win Repeat Business
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